Journal of the American Chemical Society

Relative Binding Affinity of Carboxylate and Its Isosteres: Nitro, Phosphate, Phosphonate, Sulfonate, and. delta.-Lactone

TR Kelly, MH Kim

Index: Kelly, T. Ross; Kim, Min H. Journal of the American Chemical Society, 1994 , vol. 116, # 16 p. 7072 - 7080

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Citation Number: 314

Abstract

Abstract: Using the mono and ditopic receptors 1 and 2 (Nn-butyl-N'-p-tolylurea and 4, 8-bis [((n-butylamino) car-bonyl) amino] dibenz [b, ilacridan), the relative binding affinities of the title functional groups were determined to be ArOP032-1 ArPO32-> ArCOO-1 ArP (OH) 02-> ArOP (OH) 02-> ArS03-> &lactone> ArN02. No evidence of hydrogen bonding of nitrobenzene to 1 was detected in either CDC13 or DMSO-da, but in CCL, K-= 180 M-la ...